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Montgomery Hotel Guide - Hotels with Pool in Montgomery, New York

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Check availability on Montgomery Hotels with Pool

Top Montgomery Hotels with Pool

Our top choices for Montgomery hotels with a pool

Fairfield Inn & Suites by Marriott Goshen Middletown
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is €107
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
Hampton Inn Harriman Woodbury
Indoor pool

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay great staff great accommodations "
The price is €116
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Harriman Woodbury
Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very good, (1003)
"Great stay"
The price is €104
includes taxes & fees
3 Sept - 4 Sept
Sleep Inn & Suites Middletown - Goshen
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Exterior

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
The price is €195
includes taxes & fees
15 Sept - 16 Sept
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1001)
"Would like to stay here again."
The price is €138
includes taxes & fees
25 Aug - 26 Aug
Overlook Lodge at Bear Mountain
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very good, (1013)
"Excellent hotel!!"
The price is €112
includes taxes & fees
28 Aug - 29 Aug
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Hampton Inn by Hilton Middletown
BBQ/picnic Area

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1002)
"Property was clean and staff was friendly. "
The price is €100
includes taxes & fees
28 Aug - 29 Aug
Hampton Inn by Hilton Middletown
Courtyard by Marriott Middletown Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (960)
"Clean, quiet and convenient hotel. "
The price is €111
includes taxes & fees
25 Aug - 26 Aug
Courtyard by Marriott Middletown Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (792)
"Excellent stay"
The price is €120
includes taxes & fees
26 Aug - 27 Aug
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Newburgh Stewart Airport
Indoor pool, open 6 AM to 11 PM, pool loungers

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
8.2 out of 10, Very good, (676)
"Great stay!"
The price is €106
includes taxes & fees
14 Sept - 15 Sept
Courtyard by Marriott Newburgh Stewart Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Montgomery Hotel Reviews

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

10/10 Excellent
"The bartender was great, doing double duty as cook and bar! Very friendly and accommodating!"
Paula M. 1-night trip
Posted 1 day ago
HYATT house Fishkill/Poughkeepsie

Frequently asked questions

What are some accommodation options with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel, 7-minute walk from Resorts World Catskills. Provides a children's pool, an indoor pool and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool and a full-service spa. The Kartrite Resort & Indoor Waterpark: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Resorts World Catskills Casino: Provides a full-service spa, a seasonal outdoor pool and 3 bars.
What is there to see and do in Montgomery?
Explore places such as LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park showcase the area's natural beauty. You'll also discover lots of options for restaurants in Montgomery.
When is the best time to book a hotel with a pool in Montgomery?
Taking the local weather in Montgomery into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.